Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

85 repeat clients

"Archie had a lot of fun staying with Tia and playing with the other dogs. Tia sent picture updates so we could see that Archie was doing well. We will defini... (more)"

2. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie is an exceptional dog caregiver. She has watched my pooch numerous times and never disappoints. She isattentice and caring when it comes to any animals... (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

8 repeat clients

"Sandy was a lifesaver! She took great care of our pups. They loved their stay and actually seemed bummed to leave when we got them in the car. I highly recom... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"Camry & co. took the best care of our little man while we were away! They are such sweet girls and I loved that all 3 of them are in it together...it made me... (more)"

5. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

"Brian and Becky were super! I could tell from the photos they sent me that Maggie was having a great time, and was being well-cared for. We'll be back. Th... (more)"

Confirmed Holiday Availability
6. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"We had our two puppies stay with heather while we were out of town for the weekend. She did an amazing job taking care of them and made sure to send us lots... (more)"

7. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Wanda was fantastic! She was kind and communicative. Our dog was happy and so am I. Thank you Wanda! (more)"

8. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Tarah was so kind and great with Seylah. She was quick to reply to us and Seylah had a wonderful time with her. Tarah made us feel great about leaving Se... (more)"

9. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

Available this weekend
10. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I highly recommend Sarah. She is a dog person extraordinaire . She has walked my dog and babysat him and he adores her. She has had experience taking car... (more)"

Confirmed New Years Availability
11. Aspen

I'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

1 repeat client

"Aspen took care of my dog for over a week when I was out of town. My dog, Austin, got along well with her sweet dog and had a blast hanging out in her back y... (more)"

12. Ethan

No dog too energetic or old for me!

Milwaukee, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ethan was amazing with Bentley! He made us feel comfortable right away and sent us pictures of our little guy throughout the entire stay. We will definitely ... (more)"

Available this weekend
13. Leah

Animal Loving Teacher

Washington Heights, Milwaukee , WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had pets my entire life. I was raised in a home with cats, dogs, hamsters and a bunny. I absolutely love animals, especially cats and dogs, an... (more)

Confirmed Holiday Availability
14. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

5 repeat clients

"Amanda and her family treated the dogs great. Couldn't have asked for a better family to take care of our puppies. Will definitely use her again. Thanks. (more)"

15. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Angie took great care of dog. She was sad to leave and enjoyed her stay. Thank you again (more)"

Confirmed Holiday Availability
16. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"I am thrilled to write a recommendation for Cindy! I have known her for over 35 years and her pets are some of the happiest and best-cared for that I know. W... (more)"

17. Georgianna

Nothing is better than a dog!

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Georgianna was excellent! She was very kind and accommodating to our semi-last minute request for a sitter. Our dog had a wonderful time with her and she sen... (more)"

18. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

2 repeat clients

"Pamela was great with our pups while we were out of the country. She emailed pictures, gave us updates on how they were doing, and even welcomed a guest to ... (more)"

19. Katelyn

Hi. I'm Katie.

Sherman Park, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

"Hello. I have known Katelyn her whole life and know she is a very responsible and caring person. She has had a dog in the past and has taken great care of i... (more)"

20. Jelayna

Caring for your dog is #1 priority

Little Menomonee Parkway, Milwaukee, WI, 53225

Dog Boarding, Drop-In Visits, Dog Walking

"Really nice sitter My first time using a sitter service. Helped me thru the process. I was able to enjoy a worry free vacation. Thanks Jelayna ! (more)"

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Learn About Premier

Dog lovers in Silver Spring, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Silver Spring dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Silver Spring, Milwaukee, WI who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Silver Spring, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: